Cosmetic compositions containing polyethylene glycol derivatives

ABSTRACT

The invention relates to new polyethylene glycol derivatives. 
     These compounds correspond to the general formula: ##STR1## in which R denotes an alkyl and/or alkoxymethyl and/or alkenyloxymethyl radical or a mixture of these radicals, n denotes an average number of units from 20 to 500 and preferably from 30 to 200, and x and y denote average numbers of units from 0 to 8, it being possible for (x+y) to vary from 1 to 8. 
     They can be used in cosmetic or pharmaceutical compositions, in particular as thickeners.

This is a division of application Ser. No. 309,811, filed Oct. 8, 1981,now U.S. Pat. No. 4,398,045.

The present invention relates to products derived from polyethyleneglycols and from alkylene oxides and/or from alkyl glycidyl ethers oralkenyl glycidyl ethers, their use and cosmetic and/or pharmaceuticalcompositions in which they are used.

Pharmaceutical and cosmetic compositions intended for use by topicalapplication generally have a high viscosity, being presented in the formof oils, gels, creams or pastes.

This type of presentation is highly valued by the consumer; for theformulator, it most frequently satisfies a practical requirement, namelythat of limiting the diffusion of the product, for locally appliedcompositions, to the treatment zone.

This requirement is particularly important for medicinal compositions,especially if it is desired to carry out local treatments, and it isequally real for the formulation of cosmetic compositions such ascompositions intended for hair dyeing, which must not trickle onto theforehead or the neck, and of shampoos in concentrated form, which mustnot run into the user's eyes, and also for all the other topicalapplications for which it is desirable to limit the application of thecomposition to well-defined areas.

A certain number of thickening products have been used in the past forobtaining this result, in particular natural gums and synthetic anionicor cationic polymers.

The use of inorganic salts for increasing the viscosity of solutions ofanionic surface-active agents has also been described.

However, it has been found that certain of these products areineffective for thickening solutions based on surface-active agents, orcompositions already containing polymers which flocculate on theaddition of ionic thickeners.

Mixtures of polyethylene glycol monoesters and diesters have also beenproposed as non-ionic thickeners for cosmetic compositions. However, theproportions of monoesters and diesters are difficult to control; inparticular, these products are unstable, which results in a drop in theviscosity of the solutions as a function of time.

A new class of non-ionic compounds which can be used for increasing theviscosity of solutions of ionic or non-ionic surface-active agents hasnow been discovered, according to the present invention. By virtue oftheir non-ionic nature, they are more readily compatible with otherionic constituents. Furthermore, they have the great advantage of beingchemically stable and of making it possible to obtain viscosities whichare substantially constant as a function of time, at ambient temperatureor at elevated temperatures.

The products of the invention are solubilized or dispersed in water atconcentrations from about 20 to 60%, to give transparent or opaque gels.At lower concentrations, a separation into two phases is generallyobserved, one phase being gelled and the other completely fluid.However, the introduction of, say, 0.2 to 10% of products of thisinvention into solutions of surface-active agents makes it possible toobtain limpid or opalescent, homogeneous compositions of substantiallyincreased viscosity.

In certain cases, the products of the invention can be used as foamsynergistic agents.

The products can, in certain cases, reduce the aggressiveness ofsurface-active agents which can be present in certain cosmeticcompositions such as soaps, shampoos, eye make-up removal lotions, andfoam baths, for example.

The invention thus provides new derivatives of polyethylene glycols andof alkylene oxides and/or of alkyl glycidyl ethers or alkenyl glycidylethers, these products essentially being characterized in that theycorrespond to the general formula (I): ##STR2## in which R denotes analkyl and/or alkoxymethyl and/or alkenyloxymethyl radical or a mixtureof these radicals, n denotes an average number of units from 20 to 500and preferably from 30 to 200, and x and y denote average numbers ofunits from 0 to 8 and preferably from 1 to 8, it being possible for thesum (x+y) to vary from 1 to 8, preferably from 2 to 8 and in particularfrom 2 to 6.

The alkyl radicals are preferably linear radicals having 8 to 18 carbonatoms; the alkoxymethyl or alkenyloxymethyl radicals preferably containfrom 8 to 20 carbon atoms in the alkyl or alkenyl part.

The products according to the invention thus essentially consist of apolyoxyethyleneated sequence which is joined, at least at one end andpreferably at both ends, to a very limited number of lipophilic units,the proportion by weight of the oxyethyleneated part desirablyrepresenting 70 to 95% of the product.

These products can be obtained, in particular, by adding one or morecompounds of the general formula: ##STR3## in which R has the samemeaning as given above, to mixtures of polyethylene glycols, in thepresence of a basic catalyst.

Specific epoxides of the formula (II) which can be used include:

1,2-alkylene oxides such as 1,2-decene oxide, 1,2-dodecene oxide,1,2-tetradecene oxide, 1,2-hexadecene oxide or 1,2-octadecene oxide;alkyl glycidyl ethers such as decyl glycidyl ether, dodecyl glycidylether, tetradecyl glycidyl ether, hexadecyl glycidyl ether, octadecylglycidyl ether, eicosyl glycidyl ether, 2-methyldodecyl glycidyl ether,2-methyltetradecyl glycidyl ether, 2-methylpentadecyl glycidyl ether,2-hexyldecyl glycidyl ether or 2-octyldodecyl glycidyl ether,2-ethylhexylglycidyl ether; oleyl glycidyl ether, undecylarylglycidylether or a mixture of these compounds.

The polyethylene glycols which can be used particularly according to theinvention are polyethylene glycols with an average molecular weight of1,000 to 20,000 and preferably 1,500 to 10,000.

The compounds corresponding to the formula II are preferably used in amolar ratio of 1 to 4:1 and more preferably 1.5 to 3:1 relative to thehydroxyl end groups of the polyethylene glycols.

The basic catalysts which are more particularly preferred in the processfor the preparation of the products are alkali metal catalysts such assodium, potassium, sodium methylate or ethylate or potassium methylateor ethylate, sodium hydroxide or potassium hydroxide.

These catalysts are suitably used in molar proportions of 10 to 300% andpreferably 20 to 100%, relative to the polyethylene glycols.

The polyaddition reactions of the compounds of the formula (II) to thepolyethylene glycols are generally carried out under an inert atmosphereand preferably under a nitrogen atmosphere, at a temperature of, say,120° to 180° C.

After neutralization of the catalyst with hydrochloric acid, ifappropriate, the addition products are usually in the form of white orslightly coloured waxes which are soluble or dispersible in water at aconcentration of more than 20%, with gelling.

If these products are used at lower concentrations, a separation intotwo phases is observed, one phase being gelled and containing theproducts according to the invention, and the other virtually consistingof water. However, it is possible to prepare homogeneous compositionscontaining the products of the invention at concentrations of, say, 0.2to 10% and preferably of 1 to 3% by weight, in the presence of one ormore surface-active agents chosen from non-ionic, anionic, cationic,amphoteric or zwitterionic surface-active agents, or mixtures thereof,the proportion by weight of the products according to the inventionvarying from, say, 5 to 40%, relative to the surface-active agents. Inthis case, the products according to the invention make it possible toobtain limpid or slightly opalescent, aqueous solutions of substantiallyincreased viscosity.

Because of their properties, the products according to the invention canbe used as thickeners, in particular in cosmetics and in pharmacy, inthe proportions mentioned.

The cosmetic and/or pharmaceutical compositions which form a furtheraspect of the present invention are essentially characterized in thatthey contain at least one product corresponding to the formula (I),together with a cosmetically and/or pharmaceutically active ingredient.

In general, the cosmetic and/or pharmaceutical compositions according tothe invention are in the form of viscous liquids, gels, dispersions,creams or pastes.

In one embodiment, the cosmetic and/or pharmaceutical compositionsaccording to the invention contain from 0.2 to 10% and preferably from 1to 3% of the product according to the invention, in the presence of oneor more surface-active agents which are non-ionic, anionic, cationic,amphoteric or zwitterionic derivatives, or mixtures thereof, theproportion by weight of the compounds according to the inventionpreferably being from 5 to 40%, relative to the surface-active agents.

The cosmetic compositions include, in particular, compositions intendedfor the care of the skin, nails and hair, which can also contain, forexample, surface-active products, alkalising or acidifying agents, foamsynergistic agents and foam stabilisers, other thickeners, opacifiers,sequestering agents, superfatting agents, antiseptics, preservatives,anionic, cationic, non-ionic or amphoteric polymers, pigments, perfumes,dyestuffs, agents for imparting pearlescence, solvents, sun filters,oxidising agents, reducing agents, electrolytes, oils, waxes, naturalsubstances, protein derivatives, anti-seborrhoea agents, anti-dandruffagents and any other active substance which can have an action in thetreatment, care or protection of the skin or hair, and any otheradjuvant normally used in cosmetic compositions.

The compositions according to the invention can, in particular, be usedas shampoos, foam baths, liquid soaps and lotions or creams to beapplied before or after shampooing, before or after dyeing or bleachingor before or after permanent waving.

The compositions can also be used for dyeing or bleaching the hair, ascreams or milks for the body or as make-up products. They can contain,in addition to the products of the present invention, other ingredientsconventionally used in these types of composition.

The acids and the bases are generally used in amounts so as to adjustthe pH of the compositions to 3 to 12 and preferably 3 to 10.

The pharmaceutical compositions also contain active substances intendedfor the treatment of the human or animal body and pharmaceuticallyacceptable excipients.

The following Examples further illustrate the present invention.

PREPARATION EXAMPLE (I)

5.8 g of sodium methylate containing 5.64 milliequivalents/g (33milliequivalents) are added to 150 g (0.075 mol) of polyethylene glycol2,000 (P.E.G. 2,000) molten at 90° C., under a nitrogen atmosphere, andthe mixture is then heated gradually to 150° C., the methanol beingremoved at ordinary pressure and then under reduced pressure.

54 g (0.225 mol) of 1,2-epoxyhexadecane are then introduced dropwise, at150°-155° C., in the course of about 40 minutes.

The heating and the stirring are maintained for 1 hour after theaddition has ended.

The degree of completion of the reaction, assessed by determining theremaining epoxide groups, is 97.5%.

The basicity introduced is neutralised by adding 33 ml of normalhydrochloric acid.

After drying by heating under reduced pressure, a light yellow waxmelting at 29° C. is obtained.

The compound obtained corresponds to the following formula: ##STR4##

The other compounds of the invention, shown in Table 1 which follows,are prepared in the same way; this table indicates the nature of theP.E.G., the nature of the epoxide compound of the formula II togetherwith the amounts used, the molar ratios of the compounds of the formulaII to the P.E.G., and the amounts of sodium methylate, expressed inmilliequivalents per gram.

                                      TABLE 1                                     __________________________________________________________________________    PREPARATION OF THE COMPOUNDS OF THE FORMULA (I)                                P.E.G.                                                                                      ##STR5##   Molar                                                                               methylateSodium                               Ex- Molecular                                                                           Weight     Weight                                                                            ratio (milli-                                        ample                                                                             weight                                                                              (g) R      (g) II/P.E.G.                                                                           equivalents)                                   __________________________________________________________________________    1    2,000                                                                              150 C.sub.14 H.sub.29                                                                    54  3     33                                             2    3,000                                                                              900 C.sub.14 H.sub.29                                                                    216 3     132                                            3    3,000                                                                              180 C.sub.10 H.sub.21                                                                    44  4     28                                             4    3,000                                                                              150 C.sub.10 H.sub.21                                                                    55  6     24                                             5    4,000                                                                              180 C.sub.14 H.sub.29                                                                    32.5                                                                              3     20                                             6    4,000                                                                              200 C.sub.14 H.sub.29                                                                    48  4     15                                             7    6,000                                                                              180 C.sub.10 H.sub.21                                                                    22  4     14                                             8    6,000                                                                              180 C.sub.10 H.sub.21                                                                    33  6     14                                             9    6,000                                                                              180 C.sub.16 H.sub.33                                                                    24  3     14                                             10   4,000                                                                              200 R.sub.1OCH.sub.2                                                                     44.7                                                                              3     22                                             11   4,000                                                                              100 R.sub.2OCH.sub.2                                                                     28  3     25                                             12  10,000                                                                               73 R.sub.3OCH.sub.2                                                                     10.3                                                                              4     16                                             13   3,000                                                                               45 R.sub.4OCH.sub.2                                                                     10.2                                                                              3     6.6                                            14  20.000                                                                              100 C.sub.14 H.sub.29                                                                    9.6 8     2                                              __________________________________________________________________________     R.sub.1 = hexadecyl                                                           R.sub.2 = oleyl                                                               R.sub.3 = 2ethylhexyl                                                         R.sub.4 = CH.sub.2CH(CH.sub.2).sub.9-                                    

                  TABLE II                                                        ______________________________________                                        CHARACTERISTICS OF THE COMPOUNDS                                              OF THE FORMULA (I)                                                             ampleEx-                                                                             -n                                                                                   ##STR6##  R             pointMelting                           ______________________________________                                        1      45     3         C.sub.14 H.sub.29                                                                           29° C.                           2      68     3         C.sub.14 H.sub.29                                                                           42° C.                           3      68     4         C.sub.10 H.sub.21                                                                           36° C.                           4      68     6         C.sub.10 H.sub.21                                                                           34° C.                           5      90     3         C.sub.14 H.sub.29                                                                           37° C.                           6      90     4         C.sub.14 H.sub.29                                                                           35° C.                           7      136    4         C.sub.10 H.sub.21                                                                           48° C.                           8      136    6         C.sub.10 H.sub.21                                                                           44° C.                           9      136    3         C.sub.16 H.sub.33                                                                           52° C.                           10     90     3         R.sub.1 --O--CH.sub.2 --                                                                    36° C.                                                   R.sub.1 = hexadecyl                                   11     90     3         R.sub.2 --O--CH.sub.2 --                                                                    40° C.                                                   R.sub.2 = oleyl                                       12     227    4         R.sub.3 --O--CH.sub.2 --                                                                    53° C.                                                   R.sub.3 = 2-ethylhexyl                                13     68     3         CH.sub.2 ═ CH(CH.sub.2).sub.9 OCH.sub.2                                                 42° C.                           14     454    8         C.sub.14 H.sub.29                                                                           55° C.                           ______________________________________                                    

COMPOSITION EXAMPLES Example 1 Shampoo

    ______________________________________                                        Product of Example 7        3      g                                          Copra bis-(2-hydroxyethyl)-amine oxide containing                                                         5      g                                          39% of active ingredient, sold under the name                                 AROMOX C/12 W by AKZO                                                         Sorbitan monolaurate oxyethyleneated with 20 mols                                                         10     g                                          of ethylene oxide, sold under the name TWEEN 20                               by ATLAS                                                                      Ouaternised cellulose derivative sold under                                                               0.5    g                                          the name JR. 400 by UNION CARBIDE                                             Water, preservative, perfume, dyestuff q.s.p.                                                             100    g                                          ______________________________________                                    

The pH is adjusted to 7 with NaOH.

The viscosity, measured with a Ford cup of diameter 2 mm, is 2 minutes15 seconds.

This composition is in the form of a thick liquid. It is used as ashampoo. It is found to be unctuous and to adhere well to the hair.

Example 2 Shampoo

    ______________________________________                                        Product of Example 8          2 g                                             C.sub.12 -C.sub.18 -alkyl-dimethylcarboxymethylammonium                                                    10 g                                             hydroxide containing 30% of active ingredient,                                sold under the name DEHYTON AB 30 by HENKEL                                   Sodium salt of sulphated lauryl alcohol oxy-                                                               10 g                                             ethyleneated with 5 mols of ethylene oxide, con-                              taining 25% of active ingredient, sold under the                              name SIPON LFS 525 by SINNOVA                                                 Poly-[N--[3-(dimethylammonio)-propyl]-N'--[3-                                                               1 g                                             ethylene-oxyethylene-(dimethylammonio)-propyl]-                               urea] dichloride sold under the name MIRAPOL A 15                             by MIRANOL                                                                    Water, perfume, preservative, dyestuff q.s.p.                                                              100 g                                            ______________________________________                                    

The pH is adjusted to 6.5 with NaOH.

The viscosity, measured with a Ford cup of diameter 2 mm, is 58 seconds.

Applied to the hair, the composition is unctuous and adheres well to thehair.

Example 3 Shampoo in gel form

    ______________________________________                                        Product of Example 2        5      g                                          Sodium salt of sulphated alkanol(C.sub.12 -C.sub.14)                                                      25     g                                          oxyethyleneated with 2.2 mols of ethylene oxide                               (25% of active ingredient)                                                    Adipic acid/dimethylaminohydroxypropyl-diethylene-                                                        0.8    g                                          triamine copolymer sold under the name                                        CARTARETINE F.4 by SANDOZ                                                     Water, perfume, dyestuff, preservative q.s.p.                                                             100    g                                          ______________________________________                                    

The pH is adjusted to 8.5 with HCl.

This composition is unctuous and does not run when it is applied to thehair.

Example 4 Shampoo in gel form

    ______________________________________                                        Product of Example 8        9      g                                          Sodium salt of sulphated alkanol (C.sub.12 -C.sub.14)                                                     25     g                                          oxyethyleneated with 2.2 mols of ethylene oxide                               (25% of active ingredient)                                                    Dimethyldiallylammonium chloride/acrylamide                                                               0.3    g                                          copolymer sold under the name MERQUAT 550 by                                  MERCK                                                                         Water, perfume, dyestuff, preservative q.s.p.                                                             100    g                                          ______________________________________                                    

The pH is adjusted to 5 with NaOH.

As previously, a good adhesion to the hair is found.

Example 5 Shampoo in fluid gel form

    ______________________________________                                        Product of Example 7        5      g                                          Sodium salt of sulphated alkanol(C.sub.12 -C.sub.14)                                                      15     g                                          oxyethyleneated with 2.2 mols of ethylene oxide,                              containing 25% of active ingredient                                           Vinylpyrrolidone/dimethylaminoethyl methacrylate                                                          0.3    g                                          copolymer quaternised by dimethyl sulphate, sold                              under the name GAFQUAT 755 by G.A.F.                                          Surface-active agent of the formula:                                                                      5      g                                          R(OCH.sub.2 CH.sub.2).sub.10 --O--CH.sub.2 --COOH, R being a mixture          of C.sub.12 -C.sub.14 alkyl radicals, sold under the name                     AKYPO RLM 100 by CHEM-Y                                                       Water, perfume, preservative q.s.p.                                                                       100    g                                          ______________________________________                                    

The pH is adjusted to 6 with NaOH.

The fluid gel is unctuous and perfect to apply to the hair.

Example 6 Shampoo

    ______________________________________                                        Product of Example 7       2 g                                                Triethanolamine alkyl(C.sub.12 -C.sub.14)-sulphate con-                                                 25 g                                                taining 40% of active ingredient                                              Water, perfume, dyestuff, preservative q.s.p.                                                           100 g                                               ______________________________________                                    

The pH is adjusted to 7.3 with NaOH.

The shampoo is easy to apply and does not run into the eyes.

Example 7 Shampoo

    ______________________________________                                        Product of Example 7        2 g                                               Cycloimidazoline derivative of coconut oil, con-                                                          10 g                                              taining 38% of active ingredients, sold under the                             name MIRANOL C2M by MIRANOL                                                   Water, perfume, dyestuff, preservative q.s.p.                                                            100 g                                              ______________________________________                                    

The pH is adjusted to 8 with HCl.

The shampoo has an unctuous consistency and holds well on the hair.

EXAMPLE 8 cl Shampoo

    ______________________________________                                        Product of Example 2           2 g                                            Surface-active agent of the formula:                                                                         10 g                                           RCHOHCH.sub.2 O(CH.sub.2 CHOHCH.sub.2 O).sub.nH, R being a                    mixture of C.sub.9 -C.sub.12 alkyl radicals and n being equal to 3.5          (statistical value)                                                           Water, perfume, dyestuff, preservative q.s.p.                                                               100 g                                           ______________________________________                                    

The pH is adjusted to 7.2 with HCl.

Results similar to those observed in Example 7 are found.

Example 9 Rinse in thick gel form

    ______________________________________                                        Product of Example 2        5      g                                          Sorbitan monolaurate oxyethyleneated with 20 mols                                                         5.5    g                                          of ethylene oxide, sold under the name TWEEN 20                               by ATLAS                                                                      Vinylpyrrolidone/dimethylaminoethyl methacrylate                                                          0.3    g                                          copolymer quaternised by dimethyl sulphate, sold                              under the name GAFQUAT 755 by G.A.F.                                          Stearyldimethylbenzylammonium chloride sold under                                                         5      g                                          the name AMMONYX 4002 by FRANCONYX                                            Water, preservative, perfume, dyestuff q.s.p.                                                             100    g                                          ______________________________________                                    

The pH is adjusted to 8 with NaOH.

The composition is unctuous and adheres well to the hair to which it isapplied, without running onto the face.

Example 10 Thickened limpid shampoo

The following composition is prepared:

    ______________________________________                                        Product of Example 2        1.3    g                                          (Coconut amidopropyl)-dimethylamine oxide contain-                                                        30     g                                          ing 30% of active ingredient, sold under the name                             AMMONYX CDO by FRANCONYX                                                      Sodium salt of sulphated alkanol(C.sub.12 -C.sub.14)oxy-                                                  20     g                                          ethyleneated with 2.2 mols of ethylene oxide,                                 containing 25% of active ingredient                                           Water, preservatives, dyestuffs q.s.p.                                                                    100    g                                          ______________________________________                                    

pH=7.5 with hydrochloric acid.

The viscosity of this composition at 20° C. is 25,000 cps.

Applied to wet hair, this shampoo gives a copious, firm, stable and mildfoam.

The product of this invention serves two purposes here, namely that of athickener and that of a foam synergistic agent.

Example 11 Thickened liquid soap

    ______________________________________                                        Sodium isethionate fatty esters sold under the                                                           10 g                                               name FENOPON AC 75 by GAF                                                     Product of Example 2       2 g                                                Water q.s.p.              100 g                                               ______________________________________                                    

Example 12 Thickened liquid soap

    ______________________________________                                        Triethanolamine salt of the condensation product                                                          10     g                                          of copra fatty acids and protein hydrolysates sold                            under the name MAYPON 4 CT by SEPPIC                                          Sorbitan monolaurate oxyethyleneated with 20 moles                                                        1      g                                          of ethylene oxide sold under the name TWEEN 20                                by ATLAS                                                                      hexamidine diisethionate    0.05   g                                          Product of Example 2        2      g                                          Water q.s.p.                100    g                                          ______________________________________                                    

In both cases a thickened liquid soap is obtained which is soft to theskin.

Example 13 Moisturising day cream

    ______________________________________                                        Sodium stearate             2      g                                          Oil of the formula:         30     g                                           ##STR7##                                                                     prepared according to Example 5 of                                            French Specification                                                          No 2 222 351                                                                  Oil of grape pips           10     g                                          Sodium lactate              1      g                                          Glycerine                   2      g                                          Product of Example 4        10     g                                          Preservatives               qs                                                Antioxidants                qs                                                Perfume                     qs                                                Sterile demineralised water q.s.p.                                                                        100    g                                          ______________________________________                                    

Example 14 Color base

    ______________________________________                                        Product of Example 2     10     g                                             Myrj 53                  5      g                                             Isopropyl palmitate      15     g                                             Liquid petrolatum        15     g                                             Cetiol LC                5      g                                             Pigments                 qs                                                   Preservatives            qs                                                   Perfume                  qs                                                   Sterile demineralised water q.s.p.                                                                     100    g                                             ______________________________________                                    

Example 15 Mascara cream

    ______________________________________                                        Triethanolamine stearate                                                                              10     g                                              Candellilla wax         15     g                                              Beeswax                 17     g                                              Xanthan gum             0.95   g                                              Product of Example 4    1      g                                              Black iron oxide        5      g                                              Aminosilicate polysulfide                                                                             4      g                                              Softened water q.s.p.   100    g                                              ______________________________________                                    

Example 16 Body milk

    ______________________________________                                        Product of Example 2        4      g                                          Propylene glycol            4      g                                          Triethanolamine stearate    2      g                                          Oil of the formula:         25     g                                           ##STR8##                                                                     prepared according to Example 5 of                                            French Specification                                                          No 2 222 351                                                                  Soft Almond oil             5      g                                          Methyl parahydroxybenzoate  0.30   g                                          Perfume                     qs                                                Sterile demineralised water q.s.p.                                                                        100    g                                          ______________________________________                                    

Example 17 Nourishing cream

    ______________________________________                                        Brij 96                     10     g                                          Product of Example 8        7      g                                          Maize oil                   13     g                                          Sunflower oil               13     g                                          Oil of the formula:         5      g                                           ##STR9##                                                                     Propylene glycol            3      g                                          Preservatives               qs                                                Antioxidants                qs                                                Perfume                     qs                                                Sterile demineralised water q.s.p.                                                                        100    g                                          ______________________________________                                    

Example 18 Toilet cream

    ______________________________________                                        Glycerol monostearate       5      g                                          TWEEN 20                    5      g                                          Product of Example 2        10     g                                          Propylene glycol            5      g                                          Cetiol LC                   10     g                                          Oil of the formula:         10     g                                           ##STR10##                                                                    prepared according to Example 5 of                                            French Specification                                                          No 2 222 351                                                                  Preservatives               qs                                                Perfume                     qs                                                Sterile demineralised water q.s.p.                                                                        100    g                                          ______________________________________                                    

Example 19 Hair lotion

The following lotion is prepared:

    ______________________________________                                        C.sub.12 -C.sub.18 alkyldimethylcarboxymethyl ammonium                                                    30     g                                          hydroxide containing 30% of active ingredient,                                sold under the name DEHYTON AB 30 by HENKEL                                   Cationic polymer of the formula                                                ##STR11##                                                                    which can be prepared as described in                                                                     2      g                                          French Specification No 2 270 846                                             Quaternary vinylpyrrolidone copolymer having a                                                            1      g                                          molecular weight of 100,000 sold under the name                               GAFQUAT 734 by General Aniline (50% in ethyl                                  alcohol)                                                                      Product of Example 2        2      g                                          Triethanolamine q.s.p.                                                        Water q.s.p.                100    g                                          ______________________________________                                    

Application is made on sensitised hair after shampooing. It left forfive minutes and then rinsed.

Example 20 Foam bath

    ______________________________________                                        Isopropanolamine lauryl sulphate (45% active                                                             15.0   g                                           ingredient)                                                                   Sodium lauryl ether sulphate with 2 moles of                                                             45.0   g                                           ethylene oxide (25% active ingredient)                                        Fatty amine derivatives having a betaine structure                                                       5.0    g                                           (30% active ingredient)                                                       Product of Example 2       2.5    g                                           Glycol distearate          2.0    g                                           Preservative               0.3    g                                           Perfume                                                                       Water q.s.p.               100    g                                           ______________________________________                                    

Example 21 Foam bath

    ______________________________________                                        Sodium lauryl ether sulphate with 2 moles of                                                              60.0   g                                          ethylene oxide (25% active ingredient)                                        Fatty amine derivatives of betaine structure                                                              2.5    g                                          (30% active ingredient)                                                       Oleyl sarcosine             1.5    g                                          C.sub.12 -C.sub.18 alkyl aminopropyl dimethyl amineoxide                                                  5.0    g                                          (35% active ingredient)                                                       Product of Example 2        2.5    g                                          Glycol distearate           0.75   g                                          Quaternary vinyl pyrrolidone copolymer of molecular                                                       2.5    g                                          weight 1,000,000 sold under the name GAFQUAT 755                              by GAF (20% active ingredient)                                                Methyl parahydroxybenzoate  0.3    g                                          Water q.s p.                100    g                                          ______________________________________                                    

Example A22 Aerosol shaving foam

The following composition is prepared:

    ______________________________________                                        Stearine                  5.45   g                                            Myristic acid             1.20   g                                            Triethanolamine           3.70   g                                            Glycerine                 5.00   g                                            Cycloimidazoline derivative of coconut oil                                                              0.50   g                                            (40% active ingredient) sold under the name                                   MIRANOL C2M Conc by MIRANOL                                                   Lanolinic acid            0.50   g                                            Product of Example 2      0.25   g                                            Perfume                   0.70   g                                            Water q.s.p.              100    g                                            ______________________________________                                    

This composition is made into an aerosol has 96% active ingredient and4% hydrocarbons as propellant.

Example 23 Toilet soap

    ______________________________________                                                       Pork fat                                                       Flakes                           94.33                                                                              g                                                      Copra oil                                                      Soft almond oil          2.00   g                                             Product of Example 2     1.00   g                                             Titanium dioxide         0.10   g                                             Ethylene diamine tetraacetic acid                                                                      0.05   g                                             Butylhydroxytoluene      0.02   g                                             Perfume                  2.50   g                                             ______________________________________                                    

Example 24 Dermatological block

    ______________________________________                                        Fatty acid esters of sodium isethionate, the                                                             60.00 g                                            fatty acids being derived from copra, sold                                    under the name FENOPON AC 78 by GAF                                           White paraffin wax         15.00 g                                            Polyethylene glycol 6000   2.00 g                                             Product of Example 2       1.00 g                                             Quaternary vinylpyrrolidone copolymer (20% in                                                            3.50 g                                             water) having a molecular weight of 1,000,000 sold                            under the name GAFQUAT 755 by                                                 GENERAL ANILINE                                                               Stearic acid monoethanolamide                                                                            10.00 g                                            Glycerine                  5.00 g                                             Water                      1.30 g                                             Titanium dioxide           0.20 g                                             Perfume                    2.00 g                                             ______________________________________                                    

Example 25 Direct dye

The following composition is prepared:

    ______________________________________                                        1-hydroxy-2-amino-4,5-dinitrobenzene                                                                      1.00   g                                          1-amino-2-nitro-4-(N--methylamino)benzene                                                                 0.125  g                                          1-hydroxy-3-nitro-4-aminobenzene                                                                          0.03   g                                          1-hydroxy-3 nitro-4-N--β-hydroxyethylaminobenzene                                                    0.45   g                                          Copra diethanolamide        3.00   g                                          Lauryl alcohol with 12.5 moles of ethylene oxide                                                          10.00  g                                          Product of Example 2        2.00   g                                          Triethanolamine q.s.p.                                                        Water q.s.p.                100    g                                          ______________________________________                                    

This composition is applied to bleached hair. After leaving for 25minutes, the hair is washed with water. A coppery shade is obtained.

Example 26 Oxidation cream

The following composition is prepared:

    ______________________________________                                        1-amino-4-(2-methoxyethyl)aminobenzene                                                                    1.60   g                                          dihydrochloride                                                               Paraaminophenol             0.30   g                                          Resorcinol                  0.20   g                                          Metaaminophenol             0.25   g                                          1-methyl-2-hydroxy-4-(2-hydroxyethyl)aminobenzene                                                         0.02   g                                          1-(2-hydroxyethyloxy)-2,4-diaminobenzene                                                                  0.02   g                                          dihydrochloride                                                               Copra diethanolamide        3.00   g                                          Glycol distearate           1.00   g                                          Sodium alkylether sulphate  23.0   g                                          Sodium salt of diethylene triaminopentaacetic acid                                                        2.0    g                                          Product of Example 2        2.0    g                                          Ammonia, 22° B       10.0   g                                          Sodium bisulfite            1      ml                                         Water q.s.p.                100    g                                          ______________________________________                                    

40 g of this composition are mixed with 40 g of 20 volume hydrogenperoxide. A thick cream is obtained which is applied to chestnut brownhair. It is left for 30 minutes and then the hair is rinsed. A deepashen blond shade is obtained. The commercial products represent thefollowing materials:

MYRJ 53: Polyethylene glycol stearate (50 moles of ethylene oxide) soldby ATLAS.

CETIOL LC: Cetyl laurate sold by HENKEL.

BRIJ 96: Oleic ether polyoxyethyleneated with 10 moles of ethylene oxidesold by ATLAS.

TWEEN 20: Sorbitan monolaurate oxyethyleneated with 20 moles of ethyleneoxide sold by ATLAS.

We claim:
 1. A cosmetic composition for application to the hair or skincomprising in a carrier 0.2 to 10 percent by weight, based on the totalweight of said composition, of a product having the formula ##STR12##wherein each R represents, independently, alkyl having 8-18 carbonatoms, alkoxymethyl wherein the alkoxy moiety has 8-20 carbon atoms oralkenyloxy methyl wherein the alkenyl moiety has 8-20 carbon atoms, or amixture thereof, n represents an average number from 20 to 500 and x andy independently represent an average number from 0 to 8 such that thesum (x+y) is from 1 to
 8. 2. The composition of claim 1 wherein each Rrepresents, independently, alkyl having 8 to 18 carbon atoms or amixture thereof, n represents an average number from 20 to 500 and x andy independently represent an average number from 0 to 8 such that thesum (x+y) is from 1 to
 8. 3. The composition of claim 2 wherein R is C₁₄H₂₉, n is 68 and x+y is
 3. 4. The composition of claim 2 wherein R, nand the sum (x+y) are selected from the following combinations:(a) R isC₁₄ H₂₉, n is 45 and x+y is 3, (b) R is C₁₄ H₂₉, n is 68 and x+y is 3,(c) R is C₁₀ H₂₁, n is 68 and x+y is 4, (d) R is C₁₀ H₂₁, n is 68 andx+y is 6, (e) R is C₁₄ H₂₉, n is 90 and x+y is 3, (f) R is C₁₄ H₂₉, n is90 and x+y is 4, (g) R is C₁₀ H₂₁, n is 136 and x+y is 4, (h) R is C₁₀H₂₁, n is 136 and x+y is 6, (i) R is C₁₆ H₃₃, n is 136 and x+y is 3, and(j) R is C₁₄ H₂₉, n is 454 and x+y is
 8. 5. The composition of claim 1wherein x and y denote an average number of units from 1 to 8 such that(x+y) is from 2 to
 8. 6. The composition of claim 1 wherein n denotes anaverage number from 30 to
 200. 7. The composition of claim 1 wherein theproportion by weight of the oxyethylenated part represents 70 to 95% ofthe total product.
 8. A cosmetic composition for application to the hairor skin comprising in a carrier 20 to 60 weight percent, based on thetotal weight of said composition, of a product having the formula##STR13## wherein each R represents, independently, alkyl having 8-18carbon atoms, alkoxymethyl wherein the alkoxy moiety has 8-20 carbonatoms or alkenyloxy methyl wherein the alkenyl moiety has 8-20 carbonatoms, or a mixture thereof, n represents an average number from 20 to500 and x and y independently represent an average number from 0 to 8such that the sum (x+y) is from 1 to
 8. 9. A thickened liquid soap forcleaning the hair or skin comprising in a carrier, 0.2 to 10 percent byweight, based on the total weight of said thickened liquid, of a producthaving the formula ##STR14## wherein each R represents, independently,alkyl having 8-18 carbon atoms, alkoxymethyl wherein the alkoxy moietyhas 8-20 carbon atoms or alkenyloxy methyl wherein the alkenyl moietyhas 8-20 carbon atoms, or a mixture thereof, n represents an averagenumber from 20 to 500 and x and y independently represent an averagenumber from 0 to 8 such that the sum (x+y) is from 1 to 8, and aneffective amount of at least one of a non-ionic, anionic, cationic,amphoteric or zwitterionic surface active agent.
 10. A compositionaccording to claim 9 in which the said product is present in an amountfrom 5 to 40% by weight, relative to the surface-active agent.